Bavachin

Catalogue number C107880
Chemical nameBavachin
CAS Number19879-32-4
Synonyms4H-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-;7-Hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one; Coryfolin
Molecular WeightC20H20O4
Formula324.4
Purity98%
Physical DescriptionPowder
SolventChloroform, Dichloromethane,DMSO
StorageStored at 2-8°C, Protected from air and light, refrigerate or freeze
Applications

Bavachin is a weak antioxidant. Antimutagenic.


Bavachin stimulates bone formation and has potential activity against osteoporosis. Shows inhibitory activities against the antigen-induced degranulation and weak estrogen-like activity.
Bavachin could potently decrease IL-1 beta-induced nuclear factor-kappa B (NF-kappaB) but not activator protein-1 (AP-1) DNA-binding activity. Bavachin also inhibited I kappaB alpha degradation, increased nuclear translocation of p65 and p50 as well as decreased I kappaB alpha kinase (IKK) activity. Furthermore, bavachin inhibited IL-1 beta-induced chemokine production that resulted in reduced migration of THP-1 monocytic cells. Through decreasing IL-1 beta-induced activation of IKK-I kappaB alpha-NF-kappaB signaling pathway, bavachin potentially protects cartilage from inflammation-mediated damage in joints of osteoarthritis patients.


The IC50 values were 86.0 μM in the Acyl-coenzyme A: cholesterol acyltransferase (ACAT) assay system using rat liver microsome. ACAT catalyzes cholesterol esterification and plays important roles in intestinal absorption of cholesterol, hepatic production of lipoproteins and accumulation of cholesteryl ester within macrophages and smooth muscle cells.


Bavachin characterized its estrogenic activity by ligand binding, reporter gene activation, and endogenous estrogen receptor (ER) target gene regulation. Bavachin showed ER ligand binding activity in competitive displacement of [3H] E2 from recombinant ER. The estrogenic activity of bavachin was characterized in a transient transfection system using ER or ER and estrogen-responsive luciferase plasmids in CV-1 cells with an EC50 of 320 nM and 680 nM, respectively. Bavachin increased the mRNA levels of estrogen-responsive genes such as pS2 and PR, and decreased the protein level of ER by proteasomal pathway. However, bavachin failed to activate the androgen receptor in CV-1 cells transiently transfected with the corresponding receptor and hormone responsive reporter plasmid. These data indicate that bavachin acts as a weak phytoestrogen by binding and activating the ER.

References1. Biol. Pharm. Bull., 2005, 28(12), 2253-2257
2. European Journal of Pharmacology, 2010, 636(1-3), 181-188.
3. Archives of Pharmacal Research, 2008, 31(11), 1419-1423.
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Bavachin
Price(USD)
SizePrice(USD)Discount
5mgInquiryN/A
10mgInquiryN/A
25mgInquiryN/A
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